EP1377630B1 - Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive - Google Patents

Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive Download PDF

Info

Publication number
EP1377630B1
EP1377630B1 EP02718174A EP02718174A EP1377630B1 EP 1377630 B1 EP1377630 B1 EP 1377630B1 EP 02718174 A EP02718174 A EP 02718174A EP 02718174 A EP02718174 A EP 02718174A EP 1377630 B1 EP1377630 B1 EP 1377630B1
Authority
EP
European Patent Office
Prior art keywords
polymer
solvent
mixture
tabelle
lösungsmittel
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
EP02718174A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP1377630A1 (de
Inventor
Peter Stein
Werner Geyer
Thomas Barthel
Franz Karlheinz Breitwieser
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Roehm GmbH Darmstadt
Original Assignee
Evonik Roehm GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Evonik Roehm GmbH filed Critical Evonik Roehm GmbH
Publication of EP1377630A1 publication Critical patent/EP1377630A1/de
Application granted granted Critical
Publication of EP1377630B1 publication Critical patent/EP1377630B1/de
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/06—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a chemical blowing agent
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J9/00—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof
    • C08J9/04—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent
    • C08J9/12—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent
    • C08J9/14—Working-up of macromolecular substances to porous or cellular articles or materials; After-treatment thereof using blowing gases generated by a previously added blowing agent by a physical blowing agent organic
    • C08J9/142—Compounds containing oxygen but no halogen atom
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/04—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F265/00—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00
    • C08F265/10—Macromolecular compounds obtained by polymerising monomers on to polymers of unsaturated monocarboxylic acids or derivatives thereof as defined in group C08F20/00 on to polymers of amides or imides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2333/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Derivatives of such polymers
    • C08J2333/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof

Definitions

  • the PMI syrup phases are polymerized in a first step and foamed in a second step.
  • the foam product is available under the trademark Rohacell® from Röhm GmbH. Rohacell® is a closed-cell foam used, for example, in the automotive and aircraft industries.
  • the present invention extends to the field of polymer blocks made by the casting process.
  • the monomers between two plane-parallel plates - usually glass plates - filled.
  • An addition of non-soluble additives is generally not possible because sedimentation, the distribution of the additives in the polymer is inhomogeneous.
  • One solution to this problem is the use of high viscosity polymerization phases, hereinafter referred to as syrup phases.
  • a syrup phase is characterized by the fact that the solution prepared before the polymerization is significantly increased in viscosity by a specific process. It is known in this case the use of a syrup phase in PMMA (polymethyl methacrylate), which is grafted on and continuously monomer is added. Therefore, such a phase consists of a monomer portion and a polymer portion and will be referred to hereinafter as PMMA syrup phase.
  • PMMA syrup phase consists of a monomer portion and a polymer portion and will be referred to hereinafter as PMMA syrup phase.
  • the final polymerization also takes place in this case between two plane-parallel plates.
  • By increasing the viscosity it is possible, for example, to introduce non-soluble dyes, but also other non-soluble additives into the reaction mixture in such a way that their distribution is homogeneous and no sedimentation takes place during the polymerization carried out in the casting process.
  • WO90 / 2621 describes a foam of (meth) acrylic acid and (meth) acrylonitrile, acrylamide as a comonomer prevents premature precipitation during polymerization.
  • the formed foam is very even, that product has no internal tensions.
  • PMI polymethacrylimide
  • the synthesis of unsubstituted polymethacrylimides is generally carried out by a copolymerization of methacrylonitrile and methacrylic acid.
  • the intermediate, uncyclized or imidized prepolymer is not soluble in its monomers. This prohibits the preparation of a syrup in the manner described above, i. by polymerizing.
  • the homogeneous distribution of the inorganic and other non-soluble additives causes the mechanical properties of the body produced with the syrup phase according to the invention not to deteriorate and the properties introduced by the inorganic and other non-soluble additives to bear. For this reason, a PMI syrup phase is to be developed.
  • the syrup phase by addition of polymethyl methacrylate can be realized in particular by high molecular weight polymethyl methacrylate, the latter in particular by emulsion polymerization. This is done, for example, by the product Degalan BT 310 manufactured by Röhm.
  • the proportion of dissolved PMMA is usually between 0.005 and 0.40 grams of PMMA per gram of monomer mixture, which acts as a solvent.
  • the syrup phase by adding poly-N-methyl-methacrylimide can be realized with the aid of an extrusion polymer. This is done, for example, by the product Pleximid 8817 manufactured by Röhm.
  • PMMI - normally solvent-resistant - is surprisingly soluble in a mixture of methacrylonitrile and methacrylic acid.
  • the level of dissolved PMMI is usually between 0.005 and 0.60 grams of PMMI per gram of monomer mixture.
  • the polymerization is not expected to be affected by the added polymers. Also, the mechanical properties are not changed by the additives.
  • This mixture was polymerized for 43 h at 40 ° C and then 50 h at 50 ° C in a chamber formed from two glass plates of size 50 * 50cm and a 2.2cm thick edge seal. Subsequently, the polymer was subjected to the final polymerization for 17.25 hours to a tempering program ranging from 40 ° C to 115 ° C. A non-necessary subsequent foaming was carried out at 210 and 220 ° C for 2 hours.
  • the resulting foam had a density of 65 and 50 kg / m 3 .
  • This mixture was polymerized for 92 h at 40 ° C and in a chamber formed of two glass plates of size 50 * 50cm and a 2.2cm thick edge seal. Subsequently, the polymer was subjected to the final polymerization for 17.25 hours to a tempering program ranging from 40 ° C to 115 ° C. A not necessarily to be performed, subsequent foaming was 2h at 200; 210; 225 and 230 ° C.
  • the resulting foam had a density of 106; 79; 60 or 54 kg / m 3 . All the foams thus obtained showed no settling of the insoluble constituents.
  • This mixture was polymerized for 40.5 h at 40 ° C and in a chamber formed from two glass plates of size 50 * 50 cm and a 2.2 cm thick edge seal. Subsequently, the polymer was subjected to the final polymerization for 17.25 hours to a tempering program ranging from 40 ° C to 115 ° C. A not necessarily to be performed, subsequent foaming was 2h at 200; 220 and 230 ° C.
  • the resulting foam had a density of 99; 52 and 42 kg / m 3 on.
  • This mixture was polymerized for 40.5 h at 40 ° C and in a chamber formed from two glass plates of size 50 * 50cm and a 2.2cm thick edge seal. Subsequently, the polymer was subjected to the final polymerization for 17.25 hours to a tempering program ranging from 40 ° C to 115 ° C. A not necessarily to be performed, subsequent foaming was 2h at 200; 220 and 230 ° C.
  • the resulting foam had a density of 94; 51 and 40 kg / m 3 on.
  • This mixture was polymerized for 92 h at 41 ° C and in a chamber formed from two glass plates of size 50 * 50cm and a 2.2cm thick edge seal. Subsequently, the polymer was subjected to the final polymerization for 17.25 hours to a tempering program ranging from 40 ° C to 115 ° C. A non-necessary subsequent foaming was carried out at 180 ° C for 2 hours.
  • the resulting foam had a density of 60 kg / m 3 .

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Chemical & Material Sciences (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Medicinal Preparation (AREA)
  • Graft Or Block Polymers (AREA)
  • Polymerisation Methods In General (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
EP02718174A 2001-03-21 2002-03-05 Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive Expired - Lifetime EP1377630B1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10113899 2001-03-21
DE10113899A DE10113899A1 (de) 2001-03-21 2001-03-21 PMI - Sirupphasen und deren Verwendung zur Stabilisierung nicht löslicher Additive
PCT/EP2002/002365 WO2002077082A1 (de) 2001-03-21 2002-03-05 Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive

Publications (2)

Publication Number Publication Date
EP1377630A1 EP1377630A1 (de) 2004-01-07
EP1377630B1 true EP1377630B1 (de) 2010-11-17

Family

ID=7678477

Family Applications (1)

Application Number Title Priority Date Filing Date
EP02718174A Expired - Lifetime EP1377630B1 (de) 2001-03-21 2002-03-05 Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive

Country Status (21)

Country Link
US (1) US7247694B2 (es)
EP (1) EP1377630B1 (es)
JP (1) JP4260484B2 (es)
KR (1) KR20030083747A (es)
CN (1) CN1215106C (es)
AT (1) ATE488544T1 (es)
AU (1) AU2002249255B2 (es)
CA (1) CA2441429C (es)
CZ (1) CZ20032545A3 (es)
DE (2) DE10113899A1 (es)
ES (1) ES2355892T3 (es)
HK (1) HK1063192A1 (es)
HU (1) HUP0303485A3 (es)
IL (2) IL156846A0 (es)
MX (1) MXPA03008007A (es)
NO (1) NO20033983L (es)
NZ (1) NZ526970A (es)
PL (1) PL202596B1 (es)
RU (1) RU2292363C2 (es)
TW (1) TW572909B (es)
WO (1) WO2002077082A1 (es)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10150484A1 (de) * 2001-10-16 2003-05-08 Roehm Gmbh Verfahren zur Herstellung von substituierten Polymethacrylimiden aus Poly-Alkylmethacrylamid-co-alkylmethacrylaten unter Verwendung von Cyclodextrinen
EP1875248A2 (en) * 2005-03-29 2008-01-09 Inverness Medical Switzerland GmbH Device and method of monitoring a patient
KR100699078B1 (ko) * 2005-11-01 2007-03-28 승보 오토모티브 주식회사 차량용 의장문자 발광장치
DE102010040286A1 (de) * 2010-08-31 2012-03-01 Evonik Röhm Gmbh PMI-Schäume mit verbesserten mechanischen Eigenschaften, insbesondere mit erhöhter Reißdehnung
DE102011085026A1 (de) * 2011-10-21 2013-04-25 Evonik Röhm Gmbh Verfahren zur Herstellung von Korngrenzenhaftung von expandierten Copolymeren auf Basis von Methacryl- und Acrylverbindungen und Anhaftung diverser Deckschichten auf dem Schaumkern
EP2945994B1 (en) 2013-01-18 2018-07-11 Basf Se Acrylic dispersion-based coating compositions
CN107629162B (zh) 2017-10-31 2020-04-14 浙江中科恒泰新材料科技有限公司 一步投料凝胶法制备聚(甲基)丙烯酰亚胺泡沫的方法
AU2021371895A1 (en) 2020-10-29 2023-06-22 Evonik Operations Gmbh Process for producing foam panels for the production of foam films

Family Cites Families (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB721641A (en) 1952-09-30 1955-01-12 Dental Fillings Ltd Improvements in the polymerisation of methacrylic esters
US2921045A (en) 1955-05-05 1960-01-12 North American Aviation Inc Bonding material containing methacrylic acid and partially polymerized methylmethacrylate
GB1078425A (en) * 1964-03-23 1967-08-09 Sekisui Kagaku Gogyo Kabushiki Process for producing a multicellular synthetic resin structure
DE1595214C3 (de) * 1964-09-19 1978-03-30 Roehm Gmbh, 6100 Darmstadt Verfahren zur Herstellung von thermoplastischen, durch Erhitzen schäumbaren Polymerisaten
DE1923393B2 (de) * 1969-05-08 1973-07-26 Deutsche Gold- Und Silber-Scheideanstalt Vormals Roessler, 6000 Frankfurt Verfahren zur kontinuierlichen substanzpolymerisation von vinylverbindungen
DE2757489C3 (de) * 1977-12-22 1981-12-24 Elteka Kunststoff-Technik Gmbh, 7950 Biberach Schichtstoffplatte
DE2822884A1 (de) * 1978-05-26 1979-11-29 Roehm Gmbh Polyacryl- oder polymethacrylimid- schaumstoffprodukte und verfahren zu ihrer herstellung
DE2822885C2 (de) * 1978-05-26 1986-08-07 Röhm GmbH, 6100 Darmstadt Polyacryl- oder Polymethacrylimid- Schaumstoffprodukte und Verfahren zu ihrer Herstellung
DE2927122A1 (de) * 1979-07-05 1981-01-08 Roehm Gmbh Verfahren zur herstellung von schichtwerkstoffen aus hartschaumstoff und faserverstaerktem kunststoff
DE2929165C2 (de) * 1979-07-19 1981-12-24 Röhm GmbH, 6100 Darmstadt Verfahren zur Herstellung einer Schaumstoffplatte
DE3826469A1 (de) * 1988-08-04 1990-02-08 Roehm Gmbh Hartschaum als kernmaterial fuer schichtwerkstoffe
US4918110A (en) * 1988-09-12 1990-04-17 Hexcel Corporation Compositions and process for producing foam plastics
US5102940A (en) * 1990-03-26 1992-04-07 Rohm And Haas Company Stabilization of methacrylic polymers against sterilizing radiation
JPH04170408A (ja) * 1990-11-01 1992-06-18 Mitsubishi Rayon Co Ltd 発泡性プラスチックス及び発泡プラスチックスの製法
DE4036052C2 (de) * 1990-11-13 1997-05-07 Roehm Gmbh Verfahren zur Verminderung von Spannungen in Schaumstoffblöcken aus Polymethacrylimid
DE4142575A1 (de) 1991-12-21 1993-06-24 Basf Ag Poly(meth)acrylimide
JP3298215B2 (ja) * 1993-03-26 2002-07-02 住友化学工業株式会社 屈折率分布を有する重合体粒子の製造方法
DE4313715A1 (de) * 1993-04-27 1994-11-03 Roehm Gmbh Hochgefülltes, geschäumtes Polymermaterial
DE19513171A1 (de) * 1995-04-07 1996-10-31 Roehm Gmbh Polymeres Verbundsystem
DE19606530C2 (de) * 1996-02-22 1998-04-02 Roehm Gmbh Verfahren zur Herstellung von Polymethacrylimid-Schaumstoffen mit flammhemmenden Zusätzen und danach hergestellte Schaumstoffe
DE19717483C2 (de) * 1997-04-25 2000-05-04 Roehm Gmbh Polymethacrylimid-Schaumstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung
DE19917987A1 (de) 1999-04-21 2000-10-26 Roehm Gmbh Verfahren zur Herstellung von blockförmigen Polymethacrylimidschaumstoffen
NZ506318A (en) * 1999-08-20 2002-02-01 Sumitomo Chemical Co Methacrylic resin board used for producing bathtubs and basins

Also Published As

Publication number Publication date
CZ20032545A3 (cs) 2004-02-18
JP2004526841A (ja) 2004-09-02
NO20033983D0 (no) 2003-09-09
US20050014918A1 (en) 2005-01-20
CA2441429C (en) 2009-12-22
RU2003131190A (ru) 2005-05-10
ATE488544T1 (de) 2010-12-15
NZ526970A (en) 2005-02-25
HUP0303485A2 (hu) 2004-01-28
TW572909B (en) 2004-01-21
WO2002077082A1 (de) 2002-10-03
CN1215106C (zh) 2005-08-17
HUP0303485A3 (en) 2010-07-28
KR20030083747A (ko) 2003-10-30
JP4260484B2 (ja) 2009-04-30
DE10113899A1 (de) 2002-10-02
NO20033983L (no) 2003-09-09
IL156846A (en) 2007-07-04
PL362785A1 (en) 2004-11-02
AU2002249255B2 (en) 2006-08-17
US7247694B2 (en) 2007-07-24
IL156846A0 (en) 2004-02-08
PL202596B1 (pl) 2009-07-31
HK1063192A1 (en) 2004-12-17
DE50214772D1 (de) 2010-12-30
MXPA03008007A (es) 2003-12-11
CN1491252A (zh) 2004-04-21
WO2002077082A9 (de) 2003-11-06
RU2292363C2 (ru) 2007-01-27
EP1377630A1 (de) 2004-01-07
ES2355892T3 (es) 2011-04-01
CA2441429A1 (en) 2002-10-03

Similar Documents

Publication Publication Date Title
DE69723594T2 (de) Polymerpolyol und Verfahren zur Herstellung von Polymerpolyolen
DE60121328T3 (de) Thermisch ausdehnbare mikroteilchen und verfahren zu ihrer herstellung
EP0279261B1 (de) Teilchenförmige Mehrphasenpolymerisate
DE2508346A1 (de) Verfahren zur herstellung von wasserloeslichen, praktisch linearen polymerisaten mit hohem molekulargewicht und nach dem verfahren hergestelltes polymerisat
EP0874019A2 (de) Verfahren zur Herstellung von Polymethacrylimid-Schaumstoffen
EP1377630B1 (de) Pmi-sirupphasen und deren verwendung zur stabilisierung nicht löslicher additive
DE3018643A1 (de) Verfahren zur herstellung von schlagfest modifizierten styrolpolymerisaten
WO2016156172A1 (de) Herstellung feinporiger pmma schäume mittels verwendung von nukleierungsmitteln
DE2515109B2 (de) Verfahren zur Herstellung einer stabilen Polymeremulsion
DE69812638T2 (de) Verfahren zur herstellung von makromeren
EP0033365A1 (de) Verfahren zur Herstellung schlagzäher Formmassen
DE2448642A1 (de) Nichtentflammbare bindemittel
DE2840894C2 (es)
EP1049737B1 (de) Verfahren zum fällen von mikrosuspensionspolymerisaten
DE1929166A1 (de) Verfahren zur Herstellung von Styrol-Acrylnitril-Mischpolymerisaten
DE2746481C2 (es)
US4420586A (en) Non-aqueous dispersion polymerization of vinyl monomers
DE3112935C2 (es)
DE2243155A1 (de) Acrylamid-polymerisate, verfahren zu deren herstellung und deren verwendung als ausflockmittel
DE1645386A1 (de) Verfahren zur Herstellung von Vinylacetat-Acrylamid-Mischpolymerisat-Emulsionen
WO1992003482A2 (de) Oligomere carbonsäuren als stabilisatoren für die emulsionspolymerisation
DE4034901A1 (de) Verfahren zur herstellung von dispergatorfreien waessrigen polymerdispersionen
EP1049732A1 (de) Verfahren zur herstellung von kautschukelastischen mikrosuspensions(pfropf)polymerisaten
DE19524869C2 (de) Verzweigte, wasserlösliche Acrylamid-Copolymere mit hohem Molekulargewicht und Verfahren zu ihrer Herstellung
DE1938911C (de) Verfahren zur Herstellung eines Vinyl chloridpfropfpolymeren

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20030708

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

AX Request for extension of the european patent

Extension state: AL LT LV MK RO SI

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: ROEHM GMBH

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: EVONIK ROEHM GMBH

17Q First examination report despatched

Effective date: 20071221

RAP1 Party data changed (applicant data changed or rights of an application transferred)

Owner name: EVONIK ROEHM GMBH

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

GRAA (expected) grant

Free format text: ORIGINAL CODE: 0009210

AK Designated contracting states

Kind code of ref document: B1

Designated state(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE TR

REG Reference to a national code

Ref country code: GB

Ref legal event code: FG4D

Free format text: NOT ENGLISH

REG Reference to a national code

Ref country code: CH

Ref legal event code: EP

REG Reference to a national code

Ref country code: IE

Ref legal event code: FG4D

REF Corresponds to:

Ref document number: 50214772

Country of ref document: DE

Date of ref document: 20101230

Kind code of ref document: P

REG Reference to a national code

Ref country code: NL

Ref legal event code: T3

REG Reference to a national code

Ref country code: SE

Ref legal event code: TRGR

REG Reference to a national code

Ref country code: ES

Ref legal event code: FG2A

Ref document number: 2355892

Country of ref document: ES

Kind code of ref document: T3

Effective date: 20110401

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: CY

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20101117

Ref country code: PT

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20110317

Ref country code: FI

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20101117

REG Reference to a national code

Ref country code: IE

Ref legal event code: FD4D

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20110218

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: IE

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20101117

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: DK

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20101117

PLBE No opposition filed within time limit

Free format text: ORIGINAL CODE: 0009261

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: NO OPPOSITION FILED WITHIN TIME LIMIT

BERE Be: lapsed

Owner name: EVONIK ROHM G.M.B.H.

Effective date: 20110331

REG Reference to a national code

Ref country code: NL

Ref legal event code: V1

Effective date: 20111001

26N No opposition filed

Effective date: 20110818

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: MC

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110331

REG Reference to a national code

Ref country code: CH

Ref legal event code: PL

REG Reference to a national code

Ref country code: SE

Ref legal event code: EUG

GBPC Gb: european patent ceased through non-payment of renewal fee

Effective date: 20110305

REG Reference to a national code

Ref country code: DE

Ref legal event code: R097

Ref document number: 50214772

Country of ref document: DE

Effective date: 20110818

REG Reference to a national code

Ref country code: FR

Ref legal event code: ST

Effective date: 20111130

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: BE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: FR

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110331

Ref country code: DE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20111001

Ref country code: NL

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20111001

Ref country code: LI

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110331

Ref country code: CH

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110331

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: GB

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110305

Ref country code: IT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110305

REG Reference to a national code

Ref country code: DE

Ref legal event code: R119

Ref document number: 50214772

Country of ref document: DE

Effective date: 20111001

REG Reference to a national code

Ref country code: ES

Ref legal event code: FD2A

Effective date: 20120509

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: ES

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110306

REG Reference to a national code

Ref country code: AT

Ref legal event code: MM01

Ref document number: 488544

Country of ref document: AT

Kind code of ref document: T

Effective date: 20110305

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: AT

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110305

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: SE

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110306

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: LU

Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES

Effective date: 20110305

PG25 Lapsed in a contracting state [announced via postgrant information from national office to epo]

Ref country code: TR

Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT

Effective date: 20101117